College of Food Science & Technology, Shanghai Ocean University, Shanghai 201306, China.
Bioorg Med Chem Lett. 2011 Jan 15;21(2):798-800. doi: 10.1016/j.bmcl.2010.11.097. Epub 2010 Dec 9.
N-Maleoyl chitosan oligosaccharide (NMCOS) and N-succinyl chitosan oligosaccharide (NSCOS) were prepared by acylation with maleic anhydride and succinic anhydride, respectively. Their structural changes were confirmed by Fourier-transform infrared (FT-IR) spectroscopy and their substituting degrees were determined both as 0.49 by conductometric titration. Their antioxidant activities were evaluated by scavenging superoxide anion O(2·)(-), hydroxyl radical ()OH and determination of reducing power. The 50% inhibition concentrations (IC(50)) of NMCOS and NSCOS scavenging effect on O(2)(·-) were 2.25 and 3.27mg/mL, respectively. The IC(50) of NMCOS scavenging effect on (·)OH was 0.24mg/mL, however, at the same concentration determined, the value of NSCOS on (·)OH was 30.5%. The reducing powers of NMCOS and NSCOS at the concentration of 2.40mg/mL were determined as 0.46 and 0.41, respectively. The above results showed that NMCOS has better antioxidant activities, which may be related to the fact that maleoyl has stronger electron-withdrawing effect than succinyl.
N-马来酰化壳聚糖低聚糖(NMCOS)和 N-琥珀酰化壳聚糖低聚糖(NSCOS)分别通过马来酸酐和琥珀酸酐酰化制备。通过傅里叶变换红外(FT-IR)光谱证实了它们的结构变化,并通过电导率滴定法分别确定取代度为 0.49。通过清除超氧阴离子 O(2·)(-)、羟基自由基 ()OH 和测定还原能力来评估它们的抗氧化活性。NMCOS 和 NSCOS 对 O(2)(·-)的清除作用的 50%抑制浓度(IC(50))分别为 2.25 和 3.27mg/mL。NMCOS 清除 (·)OH 的 IC(50)为 0.24mg/mL,然而,在相同浓度下测定时,NSCOS 对 (·)OH 的值为 30.5%。在 2.40mg/mL 浓度下,NMCOS 和 NSCOS 的还原能力分别确定为 0.46 和 0.41。上述结果表明,NMCOS 具有更好的抗氧化活性,这可能与马来酰基比琥珀酰基具有更强的吸电子效应有关。